A novel selective oxidative cleavage of C C bond mediated by black nickel oxide in the presence of molecular oxygen

One-pot synthesis of new alkyl 1-naphthoates bearing quinoline, pyranone and cyclohexenone moieties via metal-free sequential addition/oxidation reactions

“…31,37 The C-C bond oxidative cleavage of vicinal diols has been studied in many literatures. [38][39][40] Vicinal diols are cleaved by oxo-donor reagents such as periodic acid to yield carbonyl-containing derivatives via oxo-transfer mechanism, depending on the reaction conditions, reagents, and the number of groups substituted on the carbon atoms bearing the hydroxyl groups. In this study, no attempts were carried out for separation of diols intermediates 4, thus, aer the addition step, they directly treated with H 5 IO 6 as the oxidant reagent and the reaction was allowed to continue at room temperature.…”

Sustainable and Selective Aerobic Oxidative C–C Bond Cleavage of Vicinal Diols under Near-Room-Temperature Condition

“…26 Previously, our group investigated the base-free aerobic oxidative cleavage of vicinal diols and proposed that the Fe x O y -N@C 3 N 4 and NiO x catalysts are efficient solid catalysts under a relatively high reaction temperature. 27,28 Although the above-mentioned research studies provide different catalytic approaches for the aerobic oxidative cleavage of vicinal diols with homogeneous and heterogeneous catalysts, the efficient and selective aerobic oxidative cleavage process at a relatively low temperature still keeps a challenge. As we know, the near-room-temperature condition is greatly beneficial to push the large-scale catalytic production in the industry.…”

“…Moreover, with the supported Au/MgO catalyst, 1,2-cyclohexanediol was selectively transformed to adipic acid where the conversion and selectivity are 45 and 87%, respectively . Previously, our group investigated the base-free aerobic oxidative cleavage of vicinal diols and proposed that the Fe x O y -N@C 3 N 4 and NiO x catalysts are efficient solid catalysts under a relatively high reaction temperature. , …”

The product-controllable aerobic oxidative cleavage of vicinal diols using vanadium-based photocatalysts

“…28,29 Our group found that the base-free selectivity-controllable aerobic oxidative C-C bond cleavage of 1,2-diols could be achieved with Fe x O y -N@C 3 N 4 or black nickel oxide as a catalyst, and the reactants are selectively transformed to the corresponding aldehydes in the presence of molecular oxygen. 30,31 Although previous research provides approaches for either the production of aldehydes or the generation of esters (or acids) from vicinal diols upon the use of a suitable catalyst, the regulation and control of product selectivity is not great enough to carry out the oxidative cleavage of 1,2-diols using these catalytic methods or to gain a deep understanding of these reactions from the viewpoint of chemical theory. In this work, the novel adjustable oxidative cleavage of C-C bonds is achieved with vanadium-oxide-based photocatalysts.…”

“…28,29 Our group found that the base-free selectivity-controllable aerobic oxidative C–C bond cleavage of 1,2-diols could be achieved with Fe x O y –N@C 3 N 4 or black nickel oxide as a catalyst, and the reactants are selectively transformed to the corresponding aldehydes in the presence of molecular oxygen. 30,31…”